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390089

Sigma-Aldrich

Dehydroisoandrosterone 3-acetate

97%

Synonym(s):

3-β-Acetoxy-5-androsten-17-one, Prasterone acetate

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About This Item

Empirical Formula (Hill Notation):
C21H30O3
CAS Number:
853-23-6
Molecular Weight:
330.46
EC Number:
212-714-1
MDL number:
MFCD00021119
UNSPSC Code:
12352108
PubChem Substance ID:
24864315
NACRES:
NA.22

Assay

97%

form

solid

optical activity

[α]20/D +2.4°, c = 2 in ethanol

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

mp

168-170 °C (lit.)

SMILES string

CC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CCC4=O)[C@@H]3CC=C2C1

InChI

1S/C21H30O3/c1-13(22)24-15-8-10-20(2)14(12-15)4-5-16-17-6-7-19(23)21(17,3)11-9-18(16)20/h4,15-18H,5-12H2,1-3H3/t15-,16-,17-,18-,20-,21-/m0/s1

InChI key

NCMZQTLCXHGLOK-ZKHIMWLXSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M A Graf et al.
Fertility and sterility, 59(4), 761-767 (1993-04-01)
To elucidate changes in gonadotropin secretion pattern in patients with hyperandrogenemic chronic anovulation of various origins. Hyperandrogenemic patients (n = 32), divided into subgroups according to certain clinical and biochemical criteria, and a control group (n = 9) of regularly
H Shinohara
Experientia, 37(12), 1353-1354 (1981-12-15)
Fragmentation of oocytes was induced in the ovary, via ovulation suppression, by administration of dehydroepiandrosterone acetate (DHA-Ac) to mature cycling rats. The maximal fragmentation ratio, 15.0 +/- 3.2%, was obtained by 10 mg/100 g b.wt/day for 7-day administration of DHA-Ac.
Vânia M A Moreira et al.
Steroids, 72(14), 939-948 (2007-09-22)
A series of novel 1H- and 2H-indazole derivatives of the commercially available dehydroepiandrosterone acetate have been synthesized and tested for inhibition of human cytochrome 17alpha-hydroxylase-C(17,20)-lyase (CYP17), androgen receptor (AR) binding affinity, and cytotoxic potential against three prostate cancer (PC) cell
H Shinohara et al.
Experientia, 36(11), 1329-1330 (1980-11-15)
Degeneration of ovarian oocytes occurred to a remarkable extent in rats with polycystic ovaries induced by dehydroepiandrosterone acetate (DHA-Ac) administration. The ratio of degeneration oocytes, compared with the total oocytes examined, finally exceeded 70%.
D C Cumming
Cleveland Clinic journal of medicine, 57(2), 161-166 (1990-03-01)
The effects of estrogenic steroid hormones in women are apparent, but the circulating androgen levels are much higher. Compared with serum estrone and estradiol levels, circulating testosterone levels are five to 10 times higher, androstenedione levels 30 times higher, dehydroepiandrosterone
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